#OOTD: How to Dress for Fall Travel

Editor’s note: You’ve surely seen this hashtag lots of different places, including on Instagram. But how does that carry over to real life? The #OOTD will take one great item and put together a versatile, stylish outfit around it. Look for past features here. Portions of this post use affiliate links, from which a small commission might be earned.

Can you believe we’re talking about fall travel — November travel, even —¬†today on the blog? The year, and this fall season in particular, has really flown by. So, maybe you’re looking ahead toward *cue audible gasp* what to wear for Thanksgiving, ¬†or perhaps you’re just looking ahead to what to wear when you travel next. For most of us, fall travel is a bit of a different animal than dressing for summer travel — while comfort and style are still top of mind, the temperatures are a bit colder (to say the least), and you need layers that move with you as you go. Let’s say you start in a chilly Northern city, but move through to a more temperate climate — the below bomber¬†jacket in this #OOTD can go in your durable weekender bag¬†as you travel. And the rest of the pieces are versatile, classic and easy to wear on the road. If that’s got you wondering what’s next, simply scroll down. If you’d like more menswear inspiration, check out The Style Guide on Facebook or check out yours truly on Twitter.

Mixing the classics - like a chambray shirt & denim -- with a comfortable bomber & travel accessories.

Mixing the classics – like a chambray shirt & denim — with a comfortable bomber & travel accessories.

The Jacket: Public Rec Crosstown Bomber Jacket, $128 — The makers of your favorite pair of everyday pants are back in a big way, namely with a heck of a wearable, comfortable and versatile bomber jacket. It’s the perfect travel layer to get you through a chilly morning and a warmer afternoon — at a very fair price, to boot.

The Shirt: Taylor Stitch Everyday Chambray Shirt in Charcoal Chambray, $118 — If you’re surprised that Taylor Stitch is the pick here, don’t be.¬† The Everyday Chambray is a slim, well-made four-season essential — so, perfect for fall travel.

The Denim: Flint & Tinder All-American Slim Tapered Jeans, $98 — Why go with dark blue denim here? Well, it’s another four-season essential, and this pair from Flint & Tinder is made in America with¬†a hint of stretch.

The Sneakers: Brooks Academia Chariot Sneakers, $79.99 — From summer weekends to fall travel, the Brooks Chariot Heritage series¬†gets it done — and the Academia is a¬†fall-centric update with a pattern inspired by professorial fabrics.

Huckberry

The Socks: Anonymous-ism Fair Isle Crew Socks, $25 (Available via East Dane) — The Anonymous-ism brand is a sleeper hit for fans of subtly designed, well-made socks, and the neat pattern here is another fall-centric bonus.

The Watch: Timex for J. Crew Watch, $128 — J. Crew’s third-party efforts are a consistent hit, and this simple, effective and subtly stylish watch is one of ’em — it’s low-key enough to wear on the plane, then to drinks after you land.

The Weekender Bag: Sword and Plough Blue Weekender Bag, $359 — Behind every company is a great story, and behind every guy is a great weekender bag — right? The Sword and Plough team repurposes military material for its products, and does a fine job with this stylish weekender bag.

The Finishing Touch: Herschel Supply Co. Chapter Travel Kit, $40 (Available via East Dane) — Instead of hauling your toiletries around in a plastic bag, reach for a durable dopp kit — this one has served me well on trips from upstate New York to Washington, D.C.

Buck Mason - Timeless Design. Made in America.

So that closes the curtain on another #OOTD — what did ya think? In this author’s opinion, a breathable, slim-fitting bomber jacket that merges athletic inspiration and a versatile color is a can’t-miss win. And when mixed with some of your favorite pieces — we’re talking American-made denim and a slim chambray shirt — it’s a surefire travel success. The grey sneakers add both texture and comfort to the outfit, while those red patterned socks offset the outfit’s darker shades with a slight touch of color. And, you can’t really go wrong with a straightforward, stylish casual watch¬†— that goes for your travel day, and that goes for a nice dinner afterwards. Wherever you’re headed this season and beyond, safe travels — and stay stylish!

-Beau

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Pure Michigan: A weekend back in the Mitten

Editor’s note: Click here for more posts related to traveling in style.

Exploring Grand Rapids in style on a summer Friday. Plaid Poplin Shirt by JACHS NY. Slim Ludlow Denim by Mott & Bow. Freamon Sneakers by UGG. Flat Wool Cap by Bridge & Burn. Waterbury Chrono from the Timex x Red Wing collab. Glasses by Warby Parker.

Exploring Grand Rapids in style on a summer Friday night. Plaid Poplin Shirt by JACHS NY. Slim Ludlow Denim by Mott & Bow. Freamon Sneakers by UGG. Flat Wool Cap by Bridge & Burn. Waterbury Chrono from the Timex x Red Wing collab. Glasses by Warby Parker.

Although it seems like I was just in Michigan for a summer wedding yesterday, it’s actually been … well, only about two weeks. And yet, this past Friday, I found myself boarding another plane, this time to head to one of my favorite places in the state (that would be Grand Rapids) for my friend Andy’s bachelor weekend (and congrats on the upcoming nuptials, fella!). Now, the last time I was in Grand Rapids, it was for¬† a November road trip — so the temperature, weather and list of activities was just a bit different. Time flies by in New York City, so it’s always great to slow down, get back home and reconnect with … Pure Michigan (got that one out of the way). Of course, as with my other summer¬†trips — including a stop upstate for a concert and a Memorial Day weekend in New York — I loaded up my bag with all the menswear I could possibly carry; in this case, that’s quite a lot.

Packed up to hit the road. Denim Shirt by JackThreads. Voyager Waxed Weekender by Owen & Fred. Natural Diplomat Boots by Thursday Boots. Legend Sneakers by SeaVees. Hudson Belt by Arcade Belt Co. Flat Wool Cap by Bridge & Burn. Waterbury Chrono from the Timex x Red Wing collab.

Packed up to hit the road. Denim Shirt by JackThreads. Voyager Waxed Weekender & leather luggage tag by Owen & Fred. Natural Diplomat Boots by Thursday Boots. Legend Sneakers by SeaVees. Hudson Belt by Arcade Belt Co. Flat Wool Cap by Bridge & Burn. Waterbury Chrono from the Timex x Red Wing collab. Millbrook Sunglasses by Steven Alan Optical.

Any great trip — to Michigan or elsewhere — starts with a great bag, one with plenty of room to carry your essentials and more. While I alternate between my trusty Navali Stowaway Weekender and my durable Owen & Fred Voyager Waxed Weekender, I chose my O&F bag for this trip. It’s made from premium Martexin waxed canvas and finished off with leather accents from fellow made-in-America purveyors Wickett & Craig. It has interior zipper compartments to hold all your gear, and in my case, that included my always-dependable Herschel Supply Co. Chapter Travel Kit, which I stocked with handy travel grooming essentials from brands like Tread for Men (their Traveler Sunscreen is a must in the summer) and Baxter of California — the Under Eye Complex is an underrated and handy piece to have when traveling. Elsewhere on the accessories front, I knew a hot Michigan weekend was in order. That meant my Steven Alan Optical Millbrook Sunglasses were just the ticket — seriously, we’ve got more than cold winters back home. I always appreciate the chance to rock a¬†subtle, stylish hat¬†when the sun beats down, and the Flat Wool Cap from Bridge & Burn is a nice upgrade to the typical athletic logo ballcap — it’s slightly refined and yet still casual.

Buck Mason - Timeless Design. Made in America.

All of that gear helped me pack & transition in style from an early flight out of NYC to a sunny evening¬†in downtown Grand Rapids. As I always appreciate the chance to look sharp and travel in style, I grabbed the lightweight, casual and comfortable Green and Navy Plaid Poplin Shirt from JACHS NY. A well-fitting, casual basic like that works well when worn untucked (as you can see¬†in the top photo)¬†or when tucked in with a lightweight blazer. In this instance, it paired up well with the Slim Ludlow Denim from Mott & Bow. These jeans are built with a hint of stretch, ideal for a long day of travel.The light blue color also played well off my Hudson Belt from Arcade Belt Co.¬†, ith its navy color and stretchy smartweave fabric.¬†That was also the case with the very lightweight, very comfortable UGG Freamon Sneaker ¬†¬†—¬†they looked great and worked perfectly for getting from the airport and around Grand Rapids. Yes, you read that right. UGG does men’s footwear, and they do it well — more on that later. And my tough, rugged and refined Timex x Red Wing Waterbury Chrono¬†also provided on-point travel style.¬†As far as getting around Grand Rapids, it was an opportune time to catch up with my great friend¬†Andy and his future fianc√©e Courtney for a delicious dinner at Derby Station in East Grand Rapids (hint: Get the Adult Grilled Cheese and finish it off with a Farmhand from Brewery Vivant — it’s a light, crisp and flavorful French farmhouse ale that’s perfect for hot summer nights). With Friday off and running, we also had just enough time to stop into The Meanwhile, an eclectic spot that feels like it would fit well in Brooklyn — with gin-and-tonics¬†available for $4, the prices would stand out back in New York City.

Taking on Saturday in sporty, casual style. Vesper Polo and Ace Short by Mack Weldon. Hayden Gray Linen Jacket & Flat Wool Cap by Bridge & Burn. Freamon Sneakers by UGG. Mod Watch from the Timex x Todd Snyder collab. Glasses by Warby Parker.

Taking on Saturday in sporty, casual style. Vesper Polo and Ace Short by Mack Weldon. Hayden Gray Linen Jacket & Flat Wool Cap by Bridge & Burn. Freamon Sneakers by UGG. Mod Watch from the Timex x Todd Snyder collab. Glasses by Warby Parker.

A fun Friday night led into yet another busy day on Saturday¬†around Grand Rapids — and away from the city — with plenty in the works. To take on the day, I reached for a crucial style move in the heat: We’re talking here about the new, very breathable, lightweight Mack Weldon Vesper Polo. With a name inspired by the original martini sipped by James Bond, it was perfect in a figurative and literal sense for the¬† hot weather — seriously, the micro-mesh fabric and crisp Total Eclipse Blue color¬†proved comfortable¬†and sharp. The same thing goes for the Mack Weldon Ace Short¬†— it’s another piece from the brand’s line of essential basics that fits & performs well, thanks to the French terry fabric¬†and multiple discreet-but-useful zipper pockets. And that comfort¬†proved essential for¬†walking the city and grabbing a¬†morning pick-me-up at the renowned Madcap Coffee, one of the top coffee shops in the country and a great place to catch up with my old MSU friend Pat Evans (he’s a heck of a writer and a beer aficionado to boot — grab his book on the history of Grand Rapids beer while you’re at it). We also had just enough time¬†to swing by one of the city’s best new lifestyle shops, Brothers Leather Supply. They make ridiculously well-crafted bags and leather accessories, and they do it right in Grand Rapids — check out the photo below for a sneak peek, and look for more content on them¬†on the blog¬† soon!¬†Pat and I also took the time to hit up one of my favorite Grand Rapids stops,¬†the renowned HopCat (purveyors of amazing beer and great burgers across the Midwest)¬†before I reconnected with Andy and¬†the crew for a¬†vigorous round of foot golf¬†in the Michigan countryside — it’s a heck of¬†a workout if you’re used to sitting at a desk all day! Of course, all that activity meant that accessories¬†like my Steven Alan Optical Millbrook Sunglasses and the Bridge & Burn Flat Wool Cap also proved quite useful.

One of Grand Rapids' finer menswear establishments, Brothers Leather Supply.

One of Grand Rapids’ finer menswear establishments, Brothers Leather Supply.

And it goes without saying that my Timex x Todd Snyder Mod Watch (currently on backorder¬†but still a must-buy) was the perfect, sporty watch to meet the dual focuses of outdoor activity and indoor beer-tasting — it’s a tough job, but someone’s gotta do it.¬† Truly, there aren’t that many watches that can look great and perform well when traveling, bar-hopping or hitting up the Panorama music festival, but that watch is one of them. Of course, the occasion called for comfortable footwear, too. That’s where the UGG Freamon Sneaker came back into play. Featuring the brand’s traction-focused Treadlite technology and a sharp white sole, the¬† Seal¬†(or light grey) option sent courtesy of the brand (thanks, guys!) provided a dash of unexpected style alongside the blues in my outfit. In fact, you can look for much more from them¬†this fall on the blog. .¬†And to finish off the look, I reached for some comfortable, breathable striped no-show socks from Sock Genius¬†— when you’ve got¬†lightweight summer sneakers along for the ride, grab stylish no-show socks to keep your feet (and your sneakers) in shape.

A busy Saturday out and about led us to a night of sampling brews and bites around Grand Rapids — that included a stop through the renowned and quickly growing Founders Brewing Company, one of my favorite spots in the city. We also carved out time to check out the first-ever distillery in the city, Long Road Distillers — they make a mean gin-and-tonic and a refreshing array of craft cocktails. For those activities, I switched up my footwear and reached for the tough, sturdy and stylish Natural Diplomat Boot from Thursday Boots, and I grabbed my rugged Waterbury Chrono from the Timex x Red Wing collaboration — it’s the ideal mix of casual and smart, and it worked just as well throughout the weekend. If you have to travel with only one watch, that just might be the one to grab. The entire combination worked well for a fun night out celebrating our great friend Andy — and it’s got me even more excited to be back in Michigan in less than three weeks for the wedding! If you’ve still got a summer wedding on your calendar, here’s what you should wear.

Sunday's outfit grid for a day of travel. Denim Shirt by JackThreads. Slim Stone Chinos by Taylor Stitch. Natural Diplomat Boots by Thursday Boots. Hudson Belt by Arcade Belt Co. Mod Watch by Timex x Todd Snyder. Notebook by Word Notebooks.

Sunday’s outfit grid for a day of travel. Denim Shirt by JackThreads. Slim Stone Chinos by Taylor Stitch. Natural Diplomat Boots by Thursday Boots. Hudson Belt by Arcade Belt Co. Mod Watch by Timex x Todd Snyder. Notebook by Word Notebooks.

With a very busy Saturday night in the books, it was time to load up on coffee and hit the road for a relatively easy flight back to New York City (a welcome change from some past travel struggles getting back to Michigan). I still dressed in durable travel gear for the trip — my Thursday Boots Natural Diplomat Boot in particular was the perfect pair of boots to wear to get back to Manhattan; they’re rugged-yet-refined, and went well with my Taylor Stitch Slim Chinos in Light Stone.¬† And my Timex x Todd Snyder Mod Watch¬†was again up to the challenge of traveling in style — each piece was offset nicely by what just might be my new favorite casual shirt, the JackThreads Denim Shirt. It fits slim, the light wash cotton denim is soft and moves well, and the styling potential is on-point (look for it in an upcoming #OOTD post, in fact). And with all that gear ready to go, it was time to hit the road back.

Yet again, it feels like this past weekend in Michigan was too brief. It was great to explore one of my favorite cities in Michigan, and I’m just as excited to return again. And of course, you really can’t¬†quantify the¬†value of spending¬†time with lifelong friends.¬†On the plus side, there’s another¬†chance for me to get back to Michigan¬†— I’ll be back in just three weeks (again!) for Andy’s wedding near my lovely hometown of Mason. That trip will be just as fun, and with just as many chances for … (wait for it)… Pure Michigan relaxation (yes, I went there again). If you’ve got questions on how to travel in style or just want to chat menswear, check out my Twitter account or hit the ‘Follow’ button over on Instagram.

Until the next flight boards,

-Beau